Collective Asymmetric Total Syntheses of Musellarins A-E.

ABSTRACT: Musellarins represent a rare class of diarylheptanoid natural products with cytotoxic activity. While total synthesis of musellarins A-C has been reported, musellarins D and E with trans-fused-2,6-cis-dihydropyran (DHP) remain synthetically unexplored. An Achmatowicz rearrangement-based synthetic strategy is developed for the collective total synthesis of musellarins A-E, where synthetic musellarins D and E are achieved for the first time and allow us to correct the misassigned configuration of carbon-10b (C_10b) as a cis-fused-2,6-cis-THP motif. Notably, palladium-catalyzed arylation of Achmatowicz rearrangement products with boronic acids enables access to both 2,6-trans- and 2,6-cis-dihydropyrans (DHPs), corresponding to musellarins A-

SUBMITTER: Liu Y 

PROVIDER: S-EPMC12706788 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature